5-Benzyloxycarbonylamino-5-desoxy-1,2-O-isopropyliden-α-D-glucofuranuronsaeure(t-butyl)ester

Base Information

Chemical Name:5-Benzyloxycarbonylamino-5-desoxy-1,2-O-isopropyliden-α-D-glucofuranuronsaeure(t-butyl)ester
CAS No.:84043-09-4
Molecular Formula:C₂₁H₂₉NO₈
Molecular Weight:423.463
Hs Code.:

Synonyms:5-Benzyloxycarbonylamino-5-desoxy-1,2-O-isopropyliden-α-D-glucofuranuronsaeure(t-butyl)ester

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Chemical Property of 5-Benzyloxycarbonylamino-5-desoxy-1,2-O-isopropyliden-α-D-glucofuranuronsaeure(t-butyl)ester

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Technology Process of 5-Benzyloxycarbonylamino-5-desoxy-1,2-O-isopropyliden-α-D-glucofuranuronsaeure(t-butyl)ester

There total 5 articles about 5-Benzyloxycarbonylamino-5-desoxy-1,2-O-isopropyliden-α-D-glucofuranuronsaeure(t-butyl)ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 7633-32-1
tert-butyl glyoxylate

: 84043-09-4
5-Benzyloxycarbonylamino-5-desoxy-1,2-O-isopropyliden-α-D-glucofuranuronsaeure(t-butyl)ester

Guidance literature:: Multi-step reaction with 5 steps

1: 38 percent / CHCl₃ / 1.) RT, 1.5 h; 2.) 75-80 deg C, 17 h, autoclave

2: OsO₄, N-methylmorpholine N-oxide (NMO) / CHCl₃; H₂O; acetone / 8 h / 60 °C

3: 77 percent / FeCl₃, CaSO₄ / 1.) 0 deg C, 0.5 h; 2.) RT, 2 h

4: 69 percent / H₂ / Raney-nickel / ethanol / 6 h / 80 °C / 37503 Torr

5: 1M Na₂CO₃, 1M NaHCO₃ / CHCl₃ / 3.5 h / Ambient temperature

With calcium sulfate; osmium(VIII) oxide; hydrogen; iron(III) chloride; sodium hydrogencarbonate; sodium carbonate; 4-methylmorpholine N-oxide; nickel; In ethanol; chloroform; water; acetone;
DOI:10.1002/hlca.19820650403

Reference yield:

: (3S,3aR,6aR)-2-(2,3:5,6-Di-O-isopropyliden-α-D-mannofuranosyl)-2,3,3a,6a-tetrahydrofuro<2,3-d>isoxazol-3-carbonsaeure(t-butyl)ester

: 84043-09-4
5-Benzyloxycarbonylamino-5-desoxy-1,2-O-isopropyliden-α-D-glucofuranuronsaeure(t-butyl)ester

Guidance literature:: Multi-step reaction with 4 steps

1: OsO₄, N-methylmorpholine N-oxide (NMO) / CHCl₃; H₂O; acetone / 8 h / 60 °C

2: 77 percent / FeCl₃, CaSO₄ / 1.) 0 deg C, 0.5 h; 2.) RT, 2 h

3: 69 percent / H₂ / Raney-nickel / ethanol / 6 h / 80 °C / 37503 Torr

4: 1M Na₂CO₃, 1M NaHCO₃ / CHCl₃ / 3.5 h / Ambient temperature

With calcium sulfate; osmium(VIII) oxide; hydrogen; iron(III) chloride; sodium hydrogencarbonate; sodium carbonate; 4-methylmorpholine N-oxide; nickel; In ethanol; chloroform; water; acetone;
DOI:10.1002/hlca.19820650403

Reference yield:

: (3S,3aR,5R,6S,6aR)-und (3S,3aR,5S,6S,6aR)-5,6-Dihydroxy-2-(2,3:5,6-di-O-isopropyliden-α-D-mannofuranosyl)-perhydrofuro<2,3-d>isoxazol-3-carbonsaeure-(t-butyl)ester

: 84043-09-4
5-Benzyloxycarbonylamino-5-desoxy-1,2-O-isopropyliden-α-D-glucofuranuronsaeure(t-butyl)ester

Guidance literature:: Multi-step reaction with 3 steps

1: 77 percent / FeCl₃, CaSO₄ / 1.) 0 deg C, 0.5 h; 2.) RT, 2 h

2: 69 percent / H₂ / Raney-nickel / ethanol / 6 h / 80 °C / 37503 Torr

3: 1M Na₂CO₃, 1M NaHCO₃ / CHCl₃ / 3.5 h / Ambient temperature

With calcium sulfate; hydrogen; iron(III) chloride; sodium hydrogencarbonate; sodium carbonate; nickel; In ethanol; chloroform;
DOI:10.1002/hlca.19820650403